2021 SDSA Caribbean Rally

Registration - soon
Fees & What's Included
Passage Discussion
Required Equipment
Crew Service
Pre-departure Activities
Arrival - Antigua
Arrival - Bahamas
Ask a Question
Volunteer to Help

The largest rally hosted by the Salty Dawg Sailing Association is the Caribbean Rally held each Fall. Each November rally participants leave the Chesapeake Bay and head offshore to the Caribbean. It is not only the largest organized flotilla of cruisers leaving the East Coast for the Caribbean—but the most fun. The Fall Rally helps sailors arrive safely in the Caribbean and opens the door to new friends and experiences while cruising the Caribbean.

Where will you head this fall? The Caribbean Rally provides you a choice of destinations. Will you point the bow to beautiful Falmouth Harbour, Antigua? Or will you make landfall in gorgeous Harbour Island, Eleuthera in the Bahamas? The choice is yours and either way, paradise awaits. If you’re considering cruising the Caribbean, take a peak at A Case for Antigua.

The Rally includes weather routing by The Marine Weather Center, position tracking by PredictWind, and an extensive level of coordination and support during the offshore passage. All Salty Dawg rallies and events are led by seasoned sailors who volunteer their time and knowledge to help cruisers realize their dreams.

Events start October 28 in Hampton, VA for final preps, seminars, social events and weather reporting. Departure is scheduled for Nov 2 weather permitting. Each Captain is expected to make the best decision for his crew and boat when picking a departure weather window. Passage time for boats headed to the Bahamas averages 4-6 days with boats traveling the 1400 nw to Antigua arriving in 12 days.

Rally Registration Coming Soon!

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Additional Rally Information

Sailing with Kids 
Sailing with Pets
Dawgs who participated in the 2020 Rally to the Caribbean
The Case for Antigua
Cruising the Lesser Antilles -Webinar Link


COVID-19 is changing many things in our society, including how we are able to run our Salty Dawg events.  The information you see on these pages describes how we normally run these activities. Our intention is to hold as many of these events as we can, but they will likely have to be structured differently.  We successfully ran the Rally to Maine and the Fall Rally to the Caribbean in 2020, but the pre-departure and post arrival activities were modified to ensure everyone’s safety.  Rendezvous and Seminars were modified to meet COVID restrictions, but we were successful in coming up with creative ways to share information and build camaraderie. Please check our website often for updates. We hope to have information on upcoming rallies available very soon.

Hank George, President, SDSA
Jan 12, 2021